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Topic: carbonyl reactions  (Read 5774 times)

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Offline Benzene

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Re: carbonyl reactions
« Reply #15 on: February 15, 2014, 06:56:52 PM »
Your ending structure has one hemiacetal, and one ortho ester, they are unstable groups in acid.

You were on the right track initially attacking the carbonyl.

This link will help but it might take some of the challenge away: http://www.organic-chemistry.org/protectivegroups/carbonyl/dioxanes-dioxolanes.htm
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Offline Penguinone

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Re: carbonyl reactions
« Reply #16 on: February 15, 2014, 07:31:12 PM »
Thank you for your reply.
Attempt four: see below.
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Offline discodermolide

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Re: carbonyl reactions
« Reply #17 on: February 15, 2014, 07:42:58 PM »
How does Lithium borohydride react with esters?
Not to give the product you have drawn.
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Offline Penguinone

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Re: carbonyl reactions
« Reply #18 on: February 15, 2014, 07:54:35 PM »
Thank you for your reply.
Attempt five, see below:
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Offline discodermolide

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Re: carbonyl reactions
« Reply #19 on: February 15, 2014, 08:01:09 PM »
Yes, you got it, great!
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